DE102011017541A1 - Composition useful for controlling phytopathogenic harmful fungi, and protecting a plant propagation material, comprises2',4'-dimethoxy-4-cyclopropyl-1,2,3-thiadiazole-5-carboxanilide and silthiofam - Google Patents

Abstract

Composition comprises (a) 2',4'-dimethoxy-4-cyclopropyl-1,2,3-thiadiazole-5-carboxanilide and (b) silthiofam in a synergistic amount. ACTIVITY : Fungicide. Test details are described but no results given. MECHANISM OF ACTION : None given.

Description

• 1) Die Verbindung (I) 2',4'-Dimethoxy-4-cyclopropyl-1,2,3-thiadiazol-5-carboxanilid; und
• 2) die Verbindung (II) Silthiofam;

in einer synergistisch wirksamen Menge.The present invention relates to compositions comprising, as active ingredients,

• 1) The compound (I) 2 ', 4'-dimethoxy-4-cyclopropyl-1,2,3-thiadiazole-5-carboxanilide; and
• 2) the compound (II) silthiofam;

in a synergistically effective amount.

Moreover, the invention relates to a method for controlling phytopathogenic harmful fungi using compositions comprising the compound (I) and the compound (II) and the use of the compound (I) and the compound (II) for the preparation of such compositions, and plant propagation materials containing these compositions.

With a view to reducing the application rates and widening the spectrum of action of the known compounds (i) and (II), the object of the present invention was to provide mixtures which show an improved action against phytopathogenic harmful fungi with a reduced total amount of degraded active substances.

Accordingly, the mixtures defined above comprising the compound (I) and the compound (II) were found. It was also found; that simultaneous simultaneous or separate application of the compound (I) and the compound (II) or in the application of the compound (I) and the compound (II) successively fights harmful fungi better than the individual compounds (synergistic mixtures).

The compound (I) and / or the compound (II) may be present in various crystal modifiers which may have a different biological activity.

2 ', 4'-Dimethoxy-4-cyclopropyl-1,2,3-thiadiazole-5-carboxanilide and its biological activity are out EP 1 852 428 A1 known.

Combinations of thiadiazolecarboxylic acid derivatives with various pesticides have already been widely used in WO 2010/025870 mentioned.

The compound (II) N-allyl-4,5-dimethyl-2- (trimethylsilyl) thiophene-3-carboxamide (common name: Silthiofam), their preparation and their action against harmful fungi are generally z. B. off WO 1999/062915 known.

The compositions of the invention are useful as fungicides for controlling harmful fungi. They are distinguished by outstanding activity against a broad spectrum of phytopathogenic fungi including soil-borne pathogens, which originate in particular from the classes of the Plasmodiophoromycetes, Peronosporomycetes (Syn. Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes (Syn. Fungi imperfecti) , They are partially systemically effective and can be used in crop protection as foliar, pickling and soil fungicides. In addition, they are suitable for controlling fungi that attack, among other things, the wood or the roots of plants.

Of particular importance are the compositions of the invention for combating a variety of pathogenic fungi on various crops such as cereals, eg. Wheat, rye, barley, triticale, oats or rice; Beets, z. Sugar or fodder beets; Kernel, stone and berry fruits, z. Apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, currants or gooseberries; Legumes, z. Beans, lentils, peas, alfalfa or soybeans; Oil plants, e.g. Rapeseed, mustard, olives, sunflowers, coconut, cocoa, castor beans, oil palm, peanuts or soya; Cucurbits, z. Pumpkins, cucumbers or melons; Fiber plants, z. Cotton, flax, hemp or jute; Citrus fruits, z. Oranges, lemons, grapefruit or mandarins; Vegetables, z. Spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, squash or paprika; Laurel family, z. Avocados, cinnamon or camphor; Energy and raw material plants, eg. Corn, soy, wheat, rapeseed, sugarcane or oil palm; Corn; Tobacco; Nuts; Coffee; Tea; bananas; Wine (table and grapes); Hop; Grass, z. B. lawn; Sweet herb (Stevia rebaudania); Rubber plants; Ornamental and forest plants, z. As flowers, shrubs, deciduous and coniferous trees and on the propagation material, for. B. seeds, and the crop of these plants.

Preferably, the compositions of the invention for controlling a variety of fungal pathogens in crops, z. Potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rape, legumes, sunflowers, coffee or sugarcane; Fruit, vine and ornamental plants and vegetables, eg. As cucumbers, tomatoes, beans and pumpkins and on the propagation material, for. As seeds, and the crop of these plants used.

The term plant propagating materials includes all generative parts of the plant, e.g. As seeds, and vegetative plant parts, such as cuttings and tubers (eg., Potatoes), which can be used to propagate a plant. These include seeds, roots, fruits, tubers, bulbs, rhizomes, shoots and other plant parts, including seedlings and seedlings, which are transplanted after germination or emergence. The young plants can be treated by a partial or complete treatment, eg. B. by immersion or pouring, are protected from harmful fungi.

The treatment of plant propagating materials with the compositions of the present invention is useful for controlling a variety of fungal pathogens in cereal crops, e.g. As wheat, rye, barley or oats, rice, corn, cotton and soy used.

The term "crops" also includes those plants that have been modified by breeding, mutagenesis or genetic engineering, including biotechnological agricultural products currently on the market or in development (see eg http://www.bio.org/speeches/pubs/er/agri_products.asp ). Genetically modified plants are plants whose genetic material has been altered in a way that does not occur under natural conditions by crossing, mutations or natural recombination (ie recomposition of genetic information). As a rule, one or more genes are integrated into the genome of the plant in order to improve the properties of the plant. Such genetic engineering also includes post-translational modifications of proteins, oligo- or polypeptides, e.g. B. by glycolsylation or binding of polymers such. B. prenylated, acetylated or farnelysierter residues or PEG residues.

In particular, the compositions according to the invention are suitable for controlling the following plant diseases:
Albugo spp. (White rust) on ornamental plants, vegetable crops (eg BA candida) and sunflowers (eg BA tragopogonis); Alternaria spp. (Blackness, black spotiness) on vegetables, oilseed rape (for example BA brassicola or A. brassicae), sugar beet (for example BA tenuis), fruit, rice, soybeans and on potatoes (eg A. solani or A. alternata) and tomatoes (eg BA solani or A. alternata) and Alternaria spp. (Earwires) on wheat; Aphanomyces spp. on sugar beets and vegetables; Ascochyta spp. on cereals and vegetables, eg. BA tritici (leaf drought) on wheat and A. hordei on barley; Bipolaris and Drechslera spp. (Teleomorph: Cochliobolus spp.) Z. B. leaf spot diseases (D. maydis and B. zeicola) on maize, e.g. B. Brown spot (B. sorokiniana) on cereals and z. BB oryzae on rice and on lawn; Blumeria (formerly: Erysiphe) graminis (powdery mildew) on cereals (eg wheat or barley); Botryosphaeria spp. ('Black Dead Arm Disease') on vines (eg BB obtusa); Botrytis cinerea (Teleomorph: Botryotinia fuckeliana: gray mold, gray mold) on berry and pome fruit (including strawberries), vegetables (including salad, carrots, celery and cabbage), oilseed rape, flowers, vines, forestry crops and wheat (cereal); Bremia lactucae (downy mildew) on salad; Ceratocystis (Syn. Ophiostoma) spp. (Bläuepilz) on deciduous and coniferous trees, z. BC ulmi (elm dying, Dutch elm disease) on elms; Cercospora spp. (Cercospora leaf spot) on maize (e.g., BC zeae-maydis), rice, sugar beets (e.g., BC beticola), sugar cane, vegetables, coffee, soybeans (e.g., BC sojina, or C. kikuchii) and rice; Cladosporium spp. on tomato (eg BC fulvum: velvet spot disease) and cereals, eg. BC herbarum (earwax) on wheat; Claviceps purpurea (ergot) on cereals; Cochliobolus (Anamorph: Helminthosporium or Bipolaris) spp. (Leaf spot) on corn (e.g., BC carbonum), cereals (e.g., BC sativus, anamorph: B. sorokiniana: brown spot) and rice (e.g., BC miyabeanus, anamorph: H. oryzae); Colletotrichum (Teleomorph: Glomerella) spp. (Burning stains, anthracnose) on cotton (eg BC gossypii), corn (eg BC graminicola: stalk rot and stinging spots), soft fruit, potatoes (eg BC coccodes: wilting), beans (eg BC lindemuthianum) and soybeans (eg. BC truncatum); Corticium spp., Z. BC sasakii (leaf sheath burn) on rice; Corynespora cassiicola (leaf spot) on soybeans and ornamental plants; Cycloconium spp., Z. BC oleaginum on olive; Cylindrocarpon spp. (eg, fruit tree crayfish or vine dying, Teleomorph: Nectria or Neonectria spp.) on fruit trees, grapevines (eg, C. liriodendri, Teleomorph: Neonectria liriodendri, 'Black Foot Disease') and many ornamental shrubs; Dematophora (Teleomorph: Rosellinia) necatrix (root / stem rot) on soybeans; Diaporthe spp. z. BD phaseolorum (stalk disease) on soybeans; Drechslera (Syn. Helminthosporium, Teleomorph: Pyrenophora) spp. on maize, cereals such as barley (eg BD teres, nettles) and wheat (eg BD triticirepentis: DTR leaf drought), rice and turf; Esca disease (grapevine dying, apoplexy) on grapevine caused by Formitiporia (Syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora (formerly Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum and / or Botryosphaeria obtusa; Elsinoe spp. on nuclear (E. pyri) and soft fruit (E. veneta: burning spots) and grapevine (E. ampelina: burning spots); Entyloma oryzae (leaf sting) on rice; Epicoccum spp. (Earwires) on wheat; Erysiphe spp. (Powdery mildew) to sugar over (E. betae), vegetables (eg BE pisi), such as cucumber (for example BE cichoracearum) and cabbage plants, such as oilseed rape (for example BE cruciferarum); Eutypa lata (Eutypa crab or extinction, Anamorph: Cytosporina lata, Syn. Libertella blepharis) on fruit trees, vines and many ornamental shrubs; Exserohilum (Syn. Helminthosporium) spp. on maize (eg BE turcicum); Fusarium (Teleomorph: Gibberella) spp. (Wilt, root and stalk rot) on various plants, such. BF graminearum or F. culmorum (root rot and pigeon or whitish sprout) on cereals (eg wheat or barley), F. oxysporum on tomatoes, F. solani on soybeans and F. verticillioides on maize; Gaeumannomyces graminis (blackleg) on cereals (eg wheat or barley) and maize; Gibberella spp. cereals (eg BG zeae) and rice (eg BG fujikuror .. Bakanae disease); Glomerella cingulata on grapevine, pome fruit and other plants and G. gossypii on cotton; Grainstaining complex of rice; Guignardia bidwellii (black rot) on grapevine; Gymnosporangium spp. on rosaceae and juniper, eg. BG sabinae (pear grid) on pears; Helminthosporium spp. (Syn. Drechslera, Teleomorph: Cochliobolus) on corn, cereals and rice; Hemileia spp., E.g. BH vastatrix (coffee leaf rust) of coffee; Isariopsis clavispora (Syn. Cladosporium vitis) on grapevine; Macrophomina phaseolina (Syn. Phaseoli) (root / stem rot) on soybeans and cotton; Microdochium (Syn. Fusarium) nivale (snow mold) on cereals (eg wheat or barley); Microsphaera diffuse (powdery mildew) on soybeans; Monilinia spp., Z. BM laxa, M. fructicola and M. fructigena (flower and lace drought) on stone fruits and other rosaceae; Mycosphaerella spp. on cereals, bananas, berry fruits and peanuts, such as. BM graminicola (Anamorph: Septoria tritici, Septoria leaf drought) on wheat or M. fijiensis (Black Sigatoka disease) on bananas; Peronospora spp. (Downy mildew) on cabbage (for example BP brassicae), oilseed rape (for example P. parasitica), bulbous plants (for example BP destructor), tobacco (P. tabacina) and soybeans (for example P. manshurica); Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybeans; Phialophora spp. z. On grapevines (eg BP tracheiphila and P. tetraspora) and soybeans (eg BP gregata: stalk disease); Phoma lingam (root and stem rot) on oilseed rape and cabbage and P. betae (leaf spots) on sugar beet; Phomopsis spp. on sunflowers, grapevine (eg BP viticola: black spot disease) and soybeans (eg stalk rot: P. phaseoli, teleomorph: Diaporthe phaseolorum); Physoderma maydis (brown spot) on maize; Phytophthora spp. (Wilt, root, leaf, stem and fruit rot) on various plants, such as on peppers and cucurbits (eg BP capsici), soybeans (eg BP megasperma, Syn. P. sojae), potatoes and tomatoes (eg BP infestans: herbaceous and brown rot) and deciduous trees (eg BP ramorum: sudden oak mortality); Plasmodiophora brassicae (cabbage hernia) on cabbage, oilseed rape, radish and other plants; Plasmopara spp., E.g. BP viticola (vine peronospora, downy mildew) on vines and P. halstedii on sunflowers; Podosphaera spp. (Powdery mildew) of rosaceae, hops, kernels and berries, eg. BP leucotricha to apple; Polymyxa spp., Z. To cereals such as barley and wheat (P. graminis) and sugar beet (P. betae) and the viral diseases conferred thereby; Pseudocercosporella herpotrichoides (culm shift, teleomorph: Tapesia yallundae) on cereals, e.g. Wheat or barley; Pseudoperonospora (downy mildew) on various plants, e.g. BP cubensis on cucurbits or P. humili on hops; Pseudopezicula tracheiphila (Red burner, Anamorph: Phialophora) on grapevine; Puccinia spp. (Rust disease) on various plants, eg. BP triticina (wheat brown rust), P. striiformis (yellow rust), P. hordei (dwarf rust), P. graminis (black rust) or P. recondita (rye brown rust) on cereals, such as. Wheat, barley or rye, P. kuehnii to sugar cane and z. BP asparagi on asparagus; Pyrenophora (anamorph: Drechslera) tritici-repentis (leaf drought) on wheat or P. teres (net stains) on barley; Pyricularia spp., E.g. BP oryzae (teleomorph: Magnaporthe grisea, rice leaf-fire) on rice and P. grisea on lawn and cereals; Pythium spp. (Turnip disease) on turf, rice, corn, wheat, cotton, oilseed rape, sunflower, sugar beets, vegetables and other plants (eg BP ultimum or P. aphanidermatum); Ramularia spp., Z. BR collocygni (speckle disease / sunburn complex / Physiological leaf spots) on barley and R. beticola on sugar beets; Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and various other valuable plants, eg. BR solani (root / stem rot) on soybeans, R. solani (leaf-sheathing) on rice or R. cerealis (pointed eye-spot) on wheat or barley; Rhizopus stolonifer (soft rot) on strawberries, carrots, cabbage, grapevine and tomato; Rhynchosporium secalis (leaf spot) on barley, rye and triticale; Sarocladium oryzae and S. attenuatum (sheath rot) on rice; Sclerotinia spp. (Stem or white rot) on vegetables and crops such as oilseed rape, sunflowers (eg Sclerotinia sclerotiorum) and soybeans (eg BS rolfsii); Septoria spp. on different plants, eg. BS glycines (leaf spot) on soybeans, S. tritici (Septoria leaf drought) on wheat and S. (Syn. Stagonospora) nodorum (leaf and spelled tan) on cereals; Uncinula (Syn. Erysiphe) necator (powdery mildew, anamorphic: Oidium tuckeri) on grapevine; Setospaeria spp. (Leaf spot) on maize (e.g., S. turcicum, Syn. Helminthosporium turcicum) and turf; Sphacelotheca spp. (Dust fires) on maize, (for example BS reiliana: flaming spirit), millet and sugar cane, Sphaerotheca fuliginea (powdery mildew) on cucurbits; Spongospora subterranes (powder scab) on potatoes and the viral diseases conferred thereby; Stagonospora spp. on cereals, z. BS nodorum (leaf and tan, Teleomorph: Leptosphaeria [Syn. Phaeosphaeria] nodorum) on wheat; Synchytrium endobioticum on potatoes (potato cancer); Taphrina spp., Z. BT deformans (curling disease) on peach and T. pruni (pocket disease) on plums; Thielaviopsis spp. (Black root rot) on tobacco, pome fruit, vegetable crops, soybeans and cotton, eg. BT basicola (Syn: Chalara elegans); Tilletia spp. (Stone or Stinkbrand) of cereals, such. BT tritici (Syn. T. caries, Weizensteinbrand) and T. controversa (Zwergsteinbrand) on wheat; Typhula incarnata (snow) on barley or wheat; Urocystis spp., E.g. BU occulta (stalk brandy) on rye; Uromyces spp. (Rust) on vegetables, such as beans (for example, appendiculatus appendix, Syn. U. phaseoli) and sugar beet (for example, Betae); Ustilago spp. (Flotation) on grain z. BU nuda and U. avaenae), maize (for example maydis: maize buckthorn brandy) and sugar cane, Venturia spp. (Scab) on apples (eg BV inaequalis) and pears; and Verticillium spp. (Deciduous and cloudy wilt) on various plants, such as fruit and ornamental trees, vines, soft fruit, vegetables and crops, such. BV dahliae on strawberries, rapeseed, potatoes and tomatoes.

The compounds I and the compositions according to the invention are also suitable for controlling harmful fungi in the storage protection (also of crops) and in the protection of materials and buildings. The term "material and building protection" covers the protection of technical and non-living materials such. As adhesives, glues, wood, paper and cardboard, textiles, leather, color dispersions, plastics, coolants, fibers and tissues, against the infestation and destruction by unwanted microorganisms such as fungi and bacteria. In wood and material protection, particular attention is paid to the following harmful fungi: Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp .; Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp. and Tyromyces spp., Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes such as Mucor spp., moreover, in the protection of the following yeasts: Candida spp. and Saocharomyces cerevisae.

The compositions according to the invention are suitable for increasing plant health. In addition, the invention relates to a method of enhancing plant health by treating the plants, the plant propagating material and / or the location where the plants are to grow or grow with an effective amount of the compositions of the invention.

The term "plant health" includes those conditions of a plant and / or its crop which are determined by various indicators individually or in combination with one another, such as yield (eg, increased biomass and / or increased content of utilizable ingredients), plant vitality ( eg increased plant growth and / or greener leaves), quality (eg increased content or composition of certain ingredients) and tolerance to biotic and / or abiotic stress. These plant health status indicators referred to herein may be independent or mutually exclusive.

The composition is applied by the harmful fungi, their habitat or to be protected against fungal attack plants, plant propagating materials, eg. Seeds, the soil, areas, materials or spaces treated with a fungicidally effective amount of the composition. The application may be both before and after the infection of the plants, plant propagation materials, eg. As seeds, the soil, the surfaces, materials or spaces made by the fungi.

Plant propagating materials may be precautionarily treated with or even prior to sowing, or together with, or even before transplanting with a composition.

In addition, the invention relates to agrochemical compositions containing a solvent or solid carrier and the compound (I) and the compound (II) and their use for controlling harmful fungi.

An agrochemical composition contains a fungicidally effective amount of the compound (I) and the compound (II). The term "effective amount" means an amount of the agrochemical composition which is sufficient to control harmful fungi on crop plants or in material and building protection and does not result in significant damage to the treated crops. Such an amount may vary within a wide range and is dependent on numerous factors, such as: As the harmful fungus to be controlled, the respective treated crop or materials, the climatic conditions and compounds influenced.

The compound (I) and the compound (II), their N-oxides and their salts can be converted into the types usual for agrochemical compositions, e.g. As solutions, emulsions, suspensions, dusts, powders, pastes and granules. The type of composition depends on the respective purpose; It should in any case ensure a fine and uniform distribution of the compound according to the invention.

Examples of composition types are suspensions (SC, OD, FS), emulsifiable concentrates (EC), emulsions (EW, EO, ES), pastes, pastilles, wettable powders or dusts (WP, SP, SS, WS, DP, DS) or granules (GR, FG, GG, MG) which may be either soluble or dispersible in water or gels for the treatment of plant propagating materials such as seeds (GF).

In general, the composition types (eg EC, SC, OD, FS, WG, SG, WP, SP, SS, WS, GF) are used diluted. Composition types such as DP, DS, GR, FG, GG and MG are generally used undiluted.

The agrochemical compositions are prepared in a known manner (see, eg. US 3,060,084 . EP-A 707,445 (for liquid concentrates), Browning, "Agglomeration", Chemical Engineering, Dec. 4, 1967, 147-48 . Perry's Chemical Engineer's Handbook, 4th ed., McGraw-Rill, New York, 1963, 8-57 and et seq. . WO 91/13546 . US 4,172,714 . US 4,144,050 . US 3,920,442 . US 5,180,587 . US 5,232,701 . US 5,208,030 . GB 2,095,558 . US 3,299,566 . Klingman: Weed Control as Science (John Wiley & Sons, New York, 1961) . Hance et al .: Weed Control Handbook (8th Ed., Blackwell Scientific Publications, Oxford, 1989) and Mollet, H. and Grubemann, A .: Formulation technology (Wiley VCH Verlag, Weinheim, 2001) ,

The agrochemical compositions can furthermore also contain auxiliaries customary for crop protection agents, the choice of auxiliaries being based on the specific application form or the active substance.

Examples of suitable auxiliaries are solvents, solid carriers, surface-active substances (such as other solubilizers, protective colloids, wetting agents and adhesives), organic and inorganic thickeners, bactericides, antifreeze agents, defoamers, if appropriate dyes and adhesives (for example for seed treatment).

Suitable solvents include water, organic solvents such as mineral oil fractions of medium to high boiling point such as kerosene and diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg. Paraffins, tetrahydronaphthalene, alkylated naphthalenes and their derivatives, alkylated benzenes and their derivatives, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, gycols, ketones such as cyclohexanone, gamma-butyrolactone, dimethyl fatty acid amides, fatty acids and fatty acid esters and highly polar solvents. z. As amines such as N-methylpyrrolidone, into consideration. In principle, solvent mixtures and mixtures of the abovementioned solvents and water can also be used.

Solid carriers are mineral earths such as silicic acids, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, Ureas and vegetable products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder or other solid carriers.

As surfactants (adjuvants, wetting agents, adhesives, dispersants or emulsifiers) are the alkali metal, Endalkalii-, ammonium salts of aromatic sulfonic acids, eg. B. of lignin (Borresperse ^® grades, Borregaard, Norway), phenol, naphthalene (Morwet ^® types, Akzo Nobel, USA) and dibutyl (nekal ^® types, BASF, Germany), and of fatty acids, alkyl and alkylarylsulfonates, alkyl, lauryl ether and fatty alcohol sulfates, as well as salts of sulfated hexa-, hepta- and octadecanols and of fatty alcohol glycol ethers, condensation products of sulfonated naphthalene and its derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethyleneoctylphenol ether, ethoxylated Isooctyl, octyl or nonylphenol, alkylphenyl, tributylphenyl polyglycol ethers, alkylarylpolyether alcohols, isotridecylalcohol, fatty alcohol-ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene or polyoxypropylene alkyl ethers, lauryl alcohol polyglycol ether acetate, sorbitol esters, lignin-sulphite liquors and proteins, denatured proteins, polysaccharides (eg methylcellulose) . hydrophobically modified starches, polyvinyl alcohol (Mowiol ^® types, Clariant, Switzerland), polycarboxylates (Sokalan ^® types, BASF, Germany), polyalkoxylates, polyvinylamine (Lupamin ^® types, BASF, Germany), polyethylenimine (Lupasol ^® types, BASF , Germany), polyvinylpyrrolidone and their copolymers into consideration.

Examples of thickeners (ie, compounds that give the composition a modified flow properties, ie high viscosity at rest and low viscosity in motion) are polysaccharides and organic and inorganic sheet minerals, such as xanthan gum (Kelzan ^®, CP Kelco, U.S.A.), Rhodopol ^® 23 (Rhodia, France) or Veegum ^® (RT Vanderbilt, USA) or attaclay ^® (Engelhard Corp., NJ, USA).

Bactericides may be added to stabilize the composition. Examples of bactericides are those based on dichlorophen and benzyl alcohol (Proxel ^® from. ICI or Actidde ^® RS from. Thor Chemie and Kathon ^® MK from. Rohm & Haas) and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones (Acetide ^® MBS from. Thor chemistry).

Examples of suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.

Examples of defoamers are silicone emulsions (such as, for example, silicone ^® SRE, Wacker, Germany or Rhodorsil ^®, Rhodia, France), long chain alcohols, fatty acids, salts of fatty acids, organofluorine compounds and mixtures thereof.

Examples of colorants are both water-insoluble pigments and water-soluble dyes. Examples which may be mentioned are those under the names Rhodamine B, CI Pigment Red 112 and CI Solvent Red 1, Pigment Blue 15: 4, Pigment Blue 15: 3, Pigment Blue 15: 2, Pigment Blue 15: 1, Pigment Blue 80, Pigment yellow 1, pigment yellow 13, pigment red 48: 2, pigment red 48: 1, pigment red 57: 1, pigment red 53: 1, pigment orange 43, pigment orange 34, pigment orange 5, pigment green 36, pigment green 7 , Pigment white 6, Pigment brown 25, Basic violet 10, Basic violet 49, Acid red 51, Add red 52, Add red 14, Add blue 9, Acid yellow 23, Basic red 10, Basic red 108 well-known dyes and pigments.

Examples of adhesives are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and cellulose ethers (Tylose ^®, Shin-Etsu, Japan).

For the production of directly sprayable solutions, emulsions, pastes or oil dispersions are mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg. For example, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strong polar solvents, eg. As dimethyl sulfoxide, N-methylpyrrolidone or water into consideration.

Powders, dispersants and dusts may be prepared by mixing or co-grinding the compounds I and, where present, other active substances with at least one solid carrier.

Granules, for. As coated, impregnated and homogeneous granules can be prepared by binding the active ingredients to at least one solid carrier. Solid carriers are z. As mineral earths, such as silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products such as cornmeal, tree bark, wood and nut shell meal, cellulose powder and other solid carriers.

Examples of composition types are:

1. Compositions for dilution in water

i) Water-soluble concentrates (SL, IS)

10 parts by weight of the active ingredients are dissolved with 90 parts by weight of water or a water-soluble solvent. Alternatively, wetting agents or other adjuvants are added. When diluted in water, the active ingredient dissolves. This gives a composition with 10 wt .-% active ingredient content.

ii) Dispersible Concentrates (DC)

20 parts by weight of the active ingredients are dissolved in 70 parts by weight of cyclohexanone with the addition of 10 parts by weight of a dispersant z. B. dissolved polyvinylpyrrolidone. Dilution in water gives a dispersion. The active ingredient content is 20% by weight

iii) Emulsifiable Concentrates (EC)

15 parts by weight of the active compounds are dissolved in 75 parts by weight of xylene with addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 parts by weight). Dilution in water results in an emulsion. The composition has 15% by weight active ingredient content.

iv) Emulsions (EW, EO, ES)

25 parts by weight of the active ingredients are dissolved in 35 parts by weight of xylene with the addition of calcium dodecylbenzenesulfonate and castor oil each 5 parts by weight). This mixture is added by means of an emulsifying machine (eg Ultra-Turrax) in 30 parts by weight of water and brought to a homogeneous emulsion. Dilution in water results in an emulsion. The composition has an active ingredient content of 25 wt .-%.

v) suspensions (SC, OD, FS)

20 parts by weight of the active ingredients are comminuted with the addition of 10 parts by weight of dispersants and wetting agents and 70 parts by weight of water or an organic solvent in a stirred ball mill to a fine active substance suspension. Dilution in water results in a stable suspension of the active ingredient. The active ingredient content in the composition is 20% by weight.

vi) Water-dispersible and water-soluble granules (WG, SG)

50 parts by weight of the active ingredients are finely ground with the addition of 50 parts by weight of dispersants and wetting agents and prepared by means of technical equipment (eg extrusion, spray tower, fluidized bed) as water-dispersible or water-soluble granules. Dilution in water results in a stable dispersion or solution of the active ingredient. The composition has an active substance content of 50% by weight.

vii) Water-dispersible and water-soluble powders (WP, SP, SS, WS)

75 parts by weight of the active ingredients are ground in a rotor-stator mill with the addition of 25 parts by weight of dispersing and wetting agents and silica gel. Dilution in water results in a stable dispersion or solution of the active ingredient. The active ingredient content of the composition is 75% by weight.

viii) gels (GF)

In a ball mill, 20 parts by weight of the active ingredients, 10 parts by weight of dispersant, 1 part by weight of swelling agent ("gelling agent") and 70 parts by weight of water or an organic solvent are ground to a fine suspension. Dilution with water results in a stable suspension with 20% by weight active ingredient content.

2. Composition types for direct application

ix) dusts (DP, DS)

5 parts by weight of the active ingredients turn finely ground and intimately mixed with 95 parts by weight of finely divided kaolin. This gives a dust with 5 wt .-% active ingredient content.

x) Granules (GR, FG, GG, MG)

0.5 part by weight of the active ingredients are finely ground and combined with 99.5 parts by weight of carriers. Common processes are extrusion, spray drying or fluidized bed. This gives a granulate for direct application with 0.5 wt .-% active ingredient content.

xi) ULV solutions (UL)

10 parts by weight of the active compounds are dissolved in 90 parts by weight of an organic solvent z. B. dissolved xylene. This gives a composition for direct application with 10 wt .-% active ingredient content.

The compositions according to the invention generally contain from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the compound (I) and of the compound (II). The compounds (I) and (II) are preferably used in a purity of 90% to 100%, preferably 95% to 100%.

For the treatment of plant propagation materials, in particular seed, usually water-soluble concentrates (LS), suspensions (FS), dusts (DS), water-dispersible and water-soluble powders (WS, SS), emulsions (ES), emulsifiable concentrates (EC) and gels ( GF). These compositions can be applied to the propagating materials, in particular seeds, undiluted or, preferably, diluted. In this case, the corresponding composition can be diluted 2 to 10 times, so that 0.01 to 60% by weight, preferably 0.1 to 40% by weight of active compound are present in the compositions to be used for the stain. The application can be done before or during sowing. The treatment of plant propagation material, in particular the treatment of seed, are known to the person skilled in the art and are carried out by dusting, coating, pelleting, dipping or impregnating the plant propagation material, wherein the treatment preferably takes place by pelleting, coating and dusting or by furrow treatment, so that z. B. premature germination of the seed is prevented.

For seed treatment, suspensions are preferably used. Such compositions typically contain from 1 to 800 g / l of active ingredient, from 1 to 200 g / l of surfactants, from 0 to 200 g / l of antifreeze, from 0 to 400 g / l of binder, from 0 to 200 g / l of dyes and solvents, preferably water.

The compositions may be used as such or z. B. in the form of directly sprayable solutions, powders, suspensions, dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents or granules by spraying, atomizing, dusting, scattering, coating, dipping or pouring are applied. The composition types depend entirely on the intended use; In any case, they should ensure the finest possible distribution of the active compounds according to the invention.

Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water. For the preparation of emulsions, pastes or oil dispersions, the substances, as such or dissolved in an oil or solvent, can be homogenized in water by means of wetter, tackifier, dispersant or emulsifier. But it can also be made of effective substance wetting, adhesion, dispersing or emulsifying and possibly solvent or oil concentrates, which are suitable for dilution with water.

The active substance concentrations in the ready-to-use preparations can be varied within wide ranges. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.

The active ingredients can also be successfully used in the ultra-low-volume (ULV) process, whereby it is possible to apply compositions containing more than 95% by weight of active ingredient or even the active ingredient without additives.

The application rates in the application in crop protection, depending on the nature of the desired effect between 0.001 and 2.0 kg of active ingredient per ha, preferably between 0.005 and 2 kg per ha, more preferably between 0.05 and 0.9 kg per ha, in particular between 0.1 and 0.75 kg per ha.

In the treatment of plant propagation materials, eg. B. State, are generally active amounts of from 0.1 to 1000 g / 100 kg of propagating material or seed, preferably 1 to 1000 g / 100 kg, more preferably 1 to 100 g / 100 kg, in particular 5 to 100 g / 100 kg used.

When used in material or storage protection, the application rate of active ingredient depends on the type of application and the desired effect. Usual application rates are, for example, 0.001 g to 2 kg, preferably 0.005 g to 1 kg of active ingredient per cubic meter of material treated in the material protection.

In binary mixtures, ie compositions according to the invention containing the compound (I) and the compound (II) as active ingredients, the weight ratio of compound (I) to the compound depends (II) from the properties of the respective active ingredients, usually in the range of 1: 100 to 100: 1, often in the range of 1:50 to 50: 1, preferably in the range of 1:20 to 20: 1, especially preferably in the range from 1:10 to 10: 1, in particular in the range from 1: 3 to 3: 1.

Oils of various types, wetting agents, adjuvants, herbicides, bactericides, other fungicides and / or pesticides may also be added to the active substances or the compositions containing them, if appropriate also immediately before use (tank mix). These agents can be added to the compositions of the invention in a weight ratio of 1: 100 to 100: 1, preferably 1:10 to 10: 1.

As adjuvants in this sense are in particular: organically modified polysiloxanes, eg. B. Break Thru S ^240® ; Alcohol alkoxylates, eg. B. Atplus 245 ^®, Atplus MBA ^® 1303 Plurafac ^® LF 300 and Lutensol ON 30 ^®; EO-PO block polymers, eg. B. Pluronic RPE 2035 ^® and Genapol B ^®; Alcohol ethoxylates, eg. B. Lutensol ^® XP 80; and sodium dioctylsulfosuccinate, e.g. B. Leophen ^® RA.

The compositions of the invention may also be present in the application form as fungicides together with other other active ingredients, for. As with herbicides, insecticides, growth regulators, fungicides or with fertilizers, as a pre-mix or possibly only immediately before use (tank mix).

When mixing the binary compositions comprising the compound (I) and the compound (II) with one or more further active compounds, in particular fungicides, for example, in many cases, the spectrum of action can be broadened or resistance developments can be prevented. In many cases, synergistic effects are obtained.

The following list of active ingredients with which the binary compositions according to the invention can be used together is intended to illustrate, but not limit, the possible combinations:

A) Respiratory inhibitors

• - Complex III inhibitors at the Q _o site (eg, strobilurins): azoxystrobin, coumethoxystrobin, coumoxystrobin, dimoxystrobin, enestroburin, fenamine strobin, fenoxystrobin / flufenoxystrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyradostrobin, pyrametostrobin , Pyraoxystrobin, trifloxystrobin, 2- [2- (2,5-dimethylphenyl-oxymethyl) -phenyl] -3-methoxy-acrylic acid methyl ester, 2- (2- (3- (2,6-dichlorophenyl) -1-methyl-allylideneaminooxymethyl) -phenyl) -2-methoxyimino-N-methyl-acetamide, pyribencarb, triclopyricarb / chlorodincarb, famoxadone, fenamidone;
• - inhibitors of complex III at the Q _i site: cyazofamide, amisulbrom;
• - inhibitors of complex II (eg carboxamides): benodanil, bixafen, boscalid, carboxin, fenfuram, fluopyram, flutolanil, fluxapyroxad, furametpyr, isopyrazam, mepronil, oxycarboxin, penflufen, penthiopyrad, sedaxanes, tecloftalam, thifluzamide, N- ( 4'-trifluoromethylthiobiphenyl-2-yl) -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide and N- (2- (1,3,3-trimethyl-butyl) -phenyl) -1,3- dimethyl-5-fluoro-1H-pyrazole-4-carboxamide;
• - other respiratory inhibitors (eg complex I, decoupler): diflumetorim; Nitrophenyl derivatives: binapacryl, dinobutone, dinocap, fluazinam; Ferimzone; Organometallic compounds: fentin salts such as fentin acetate, fentin chloride or fentin hydroxide; ametoctradin;

B) Sterol biosynthesis inhibitors (SBI fungicides)

• - C14-demethylase inhibitors (DMI fungicides): triazoles: azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, diniconazole-M, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, Oxpoconazole, Paclobutrazole, Penconazole, Propiconazole, Prothioconazole, Simeconazole, Tebuconazole, Tetraconazole, Triadimefon, Triadimenol, Triticonazole, Uniconazole; Imidazoles: imazalil, pefurazoate, prochloraz, triflumizole; Pyrimidines, pyridines and piperazines: fenarimol, nuarimol, pyrifenox, triforin;
• - Delta14 reductase inhibitors: aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperine, spiroxamine;
• 3-ketoreductase inhibitors: fenhexamide;

C) Nucleic acid synthesis inhibitors

• Phenylamides or acylamino acid fungicides: benalaxyl, benalaxyl-M, kiralaxyl, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl;
• - others: hymexazole, octhilinone, oxolinic acid, bupirimate;

D) inhibitors of cell division and cytoskeleton

• - Tubulin inhibitors such as benzimidazoles, thiophanates: benomyl, carbendazim, Fuberidazol, thiabendazole, thiophanate-methyl; Triazolopyrimidines: 5-Chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) - [1,2,4] triazolo [1,5-a] pyrimidine;
• Other cell division inhibitors: diethofencarb, ethaboxam, pencycuron, fluopicolide, zoxamide, metrafenone, pyriofenone;

E) Inhibitors of amino acid and protein synthesis

• - methionine synthesis inhibitors (anilinopyrimidines): cyprodinil, mepanipyrim, pyrimethanil;
• Protein synthesis inhibitors: blasticidin-S, kasugamycin, kasugamycin hydrochloride hydrates, mildiomycin, streptomycin, oxytetracycline, polyoxin, validamycin A;

F) signal transduction inhibitors

• MAP / histidine kinase inhibitors: fluoroimide, iprodione, procymidone, vinclozolin, fenpiclonil, fludioxonil;
• G protein inhibitors: quinoxyfen;

G) lipid and membrane synthesis inhibitors

• - Phospholipid biosynthesis inhibitors: edifenphos, Iprobenfos, pyrazophos, isoprothiolanes;
• Lipid peroxidation: diclorane, quintozene, tecnazene, toiclofos-methyl, biphenyl, chloroneb, etridiazole;
• Phospholipid biosynthesis and cell wall attachment: Dimethomorph, Flumorph, Mandipropamide, Pyrimorph, Benthiavalicarb, Iprovalicarb, Valifenalate and N- (1- (1- (4-cyanophenyl) ethanesulfonyl) -but-2-yl) carbamic acid (4-fluorophenyl) ester;
• - Compounds that affect cell membrane permeability and fatty acids: propamocarb, propamocarb hydrochloride

H) "Multi Site" inhibitors

• Inorganic active substances: Bordeaux broth, copper acetate, copper hydroxide, copper oxychloride, basic copper sulphate, sulfur;
• Thio and dithiocarbamates: Ferbam, Mancozeb, Maneb, Metam, Metiram, Propineb, Thiram, Zineb, Ziram;
• Organochlorine compounds (eg phthalimides, sulphamides, chloronitriles): anilazine, chlorothalonil, captafol, captan, folpet, dichlofluanid, dichlorophen, flusulphamide, hexachlorobenzene, pentachlorophenol and its salts, phthalide, tolylfluanid, N- (4-chloro-2-) nitrophenyl) -N-ethyl-4-methyl-benzenesulfonamide;
• Guanidines and others: guanidine, dodin, dodine free base, guazatine, guazatine acetate, iminoctadine, iminoctadine triacetate, iminoctadine tris (albesilat), dithianone;

I) cell wall synthesis inhibitors

• - Glucan Synthesis Inhibitors: Validamycin, Polyoxin B; Melanin synthesis inhibitors: pyroquilone, tricyclazole, carpropamide, dicyclomet, fenoxanil;

J) resistance inducers

• Acibenzolar-S-methyl, probenazole, isotianil, tiadinil, prohexadione-calcium; Phosphonates: fosetyl, fosetyl-aluminum, phosphorous acid and their salts;

K) Unknown mode of action

• Bronopol, quinomethionate, cyflufenamid, cymoxanil, dazomet, debacarb, diclomethine, difenzoquat, difenzoquatmethylsulfate, diphenylamine, fenpyrazine, flumetover, flusulfamide, flutianil, methasulfocarb, nitrapyrin, nitrothal-isopropyl, oxine-copper, proquinazide, tebufloquine, tecloftalam, triazoxide, 2 Butoxy-6-iodo-3-propyl-chromen-4-one, N- (cyclopropylmethoxyimino- (6-difluoro-methoxy-2,3-difluoro-phenyl) -methyl) -2-phenylacetamide, N '- (4- (4-one) 4-chloro-3-trifluoromethylphenoxy) -2,5-dimethylphenyl) -N-ethyl-N-methylformamidine, N '- (4- (4-fluoro-3-trifluoromethyl-phenoxy) -2,5-dimethylphenyl) N-ethyl-N-methylformamidine, N '- (2-methyl-5-trifluoromethyl-4- (3-trimethylsilanyl-propoxy) -phenyl) -N-ethyl-N-methylformamidine, N' - (5-difluoromethyl-2 -methyl-4- (3-trimethylsilanyl-propoxy) -phenyl) -N-ethyl-N-methylformamidine, 2- {1- (2- (5-methyl-3-trifluoromethyl-pyrazol-1-yl) -acetyl] -piperidin-4-yl} -thiazole-4-carboxylic acid-methyl- (1,2,3,4-tetrahydronaphthalen-1-yl) -amide, 2- {1- [2- (5-methyl-3-trifluoromethyl -pyrazol-1-yl) -acet yl] -piperidin-4-yl-thiazole-4-carboxylic acid-methyl- (R) -1,2,3,4-tetrahydro-naphthalen-1-yl-amide, 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-3-isoxazolyl] -2-thiazolyl] -1-piperidinyl] -2- [5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] ethanone, methoxy-acetic acid 6-tert-butyl-8-fluoro-2,3-dimethyl-quinolin-4-yl-ester, N-methyl-2- {1 - [(5-methyl-3-trifluoromethyl-1H -pyrazol-1-yl) -acetyl] -piperidin-4-yl} -N - [(1R) -1,2,3,4-tetrahydro-naphthalen-1-yl] -4-thiazolecarboxamide, 3- [5 - (4-methylphenyl) -2,3-dimethyl-isoxazolidin-3-yl] -pyridine, 3- [5- (4-chlorophenyl) -2,3-dimethyl-isoxazolidin-3-yl] -pyridine (pyrisoxazole) , N- (6-Methoxy-pyridin-3-yl) -cyclopropanecarboxamide, 5-chloro-1- (4,6-dimethoxypyrimidin-2-yl) -2-methyl-1H-benzoimidazole, 2- (4-chlorophenyl ) -N- [4- (3,4-dimethoxyphenyl) -isoxazol-5-yl] -2-prop-2-ynyloxy-acetamide;

L) Biological fungicides, plant tonics

• - Ampelomyces quisqualis (.. For example, the product AQ 10 ^® from Intrachem Bio GmbH & Co. KG, Germany), Aspergillus flavus (.. For example, the product AFLAGUARD ^® the firm Syngenta, Switzerland) Aureobasidium pullulans (eg . as the product BOTECTOR ^® from. bio-ferm GmbH, Germany), Bacillus pumilus (z. B. NRRL no. B-30087 ^® in SONATA ^®, and BALLAD Plus from. AgraQuest Inc., USA), Bacillus subtilis (z. B. strain NRRL no. B-21661 in Rhapsody ^®, SERENADE ^® MAX ^® and SERENADE ASO of Fa. AgraQuest Inc., USA) amyloliquefaciens FZB24 (z. B.., Bacillus subtilis var product TAEGRO ^® from. Novozyme Biologicals, Inc., USA), Candida oleophila I-82 (z. B. the product ASPIRE ^® from. Ecogen Inc., USA), Candida saitoana (z. B. the products BIOCURE ^® ( mixed with lysozyme) and BIOCOAT ^® of Micro Flo Company USA (BASF SE) and Arysta), chitosan (z. B. ARMOR ZEN Fa. BotriZen Ltd., New Zealand) companies, Clonostachys rosea f. catenulata, also called Gliocladium catenulatum (eg tribe J1446. PresTop ^® from Verdera, Finland.) (. eg the product Contans ^® from Prophyta, Germany.), Coniothyrium minitans, Cryphonectria parasitica (eg. the product Endothia parasitica the company CNICM, France), Cryptococcus albidus (such. as the product YIELD PLUS ^® from. Anchor Bio-Technologies, Africa South), Fusarium oxysporum (z. B. the products biofox ^® from. Siapa , Italy, and FUSACLEAN ^® Fe. Natural Plant Protection, France), Metschnikowia fructicola (z. B. the product Shemer ^® from. AgroGreen, Israel), Microdochium dimerum (z. B. the product AntiBot ^® from. Agrauxine , France), Phlebiopsis gigantea (z. B. the product ROTSOP ^® from. Verdera, Finland), Pseudozyma flocculosa (z. B. the product SPORODEX ^® from. Plant Products Co. Ltd., Canada), Pythium oligandrum DV74 (z. B. the product POLYVERSUM ^® from. Remeslo SSRO, Biopreparaty, Czech Republic) property, linen, Reynoutria sis (z. B. the product REGALIA ^® from Marrone BioInnovations, USA), Talaromyces flavus V117b (eg. As the product protus ^® from. Prophyta, Germany), Trichoderma asperellum SKT-1 (z. B. the product ECO-HOPE ^® from. Kumiai Chemical Industry Co., Ltd., Japan), T. atroviride LC52 ( z. B. the product SENTINEL ^® from. Agrimm Technologies Ltd, New Zealand), T. harzianum T-22 (z. B. the product PLANTS HIELD ^® from BioWorks Inc., USA), T. harzianum TH 35 ( z. B. the product ROOT PRO ^® from MyControl Ltd., Israel), T. harzianum T-39 (z. B. the products TRICHODEX ^® and TRICHODERMA 2000 ^® from. MyControl Ltd., Israel and Makhteshim Ltd., Israel), T. harzianum and T. viride (z. B. the product TRICHOPEL the company Agrimm Technologies Ltd, New Zealand), T. harzianum and T. viride ICC012 ICC080 (z. B. the product remédier ^® WP Fa. Isagro ricerca, Italy), T. polysporum and T. harzianum (z. B. the product Binab ^® from. Binab Bio-innovation AB, Sweden), T. stromaticum (z. B. the product TRICOVAB ^® from Ceplac, Brazil) , T. virens GL-21 (eg the product SOILGARD ^® from Certis LLC, USA), T. viride (e.g. For example, the products TRIECO ^® from Ecosense Labs. (India) Pvt. Ltd., India and BIO-CURE ^® F from. T. Stanes & Co. Ltd., India), T. viride TV1 (z. B. the product T. viride TV1 company Agribiotec srl, Italy), Ulocladium oudemansii HRU3 (. eg the product BOTRY ZEN ^® of Botry-Zen Ltd Company, New Zealand);

M) growth regulator

• Abscisic acid, amidochlor, ancymidol, 6-benzylaminopurine, brassinolide, butraline, chlormequat chloride, choline chloride, cydanilide, daminozide, dikegulac, dimethipine, 2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfenuron, gibberellic acid, inabenfid, indole 3-acetic acid, maleic hydrazide, mefluidide, mepiquat (mepiquat chloride), metconazole, naphthalene acetic acid, N-6-benzyladenine, paclobutrazole, prohexadione (prohexadione-calcium), Prohydrojasmon, thidiazuron, tri-penthenol, tributylphosphorotrithioate, 2,3,5-tri-iodobenzoic acid , Trinexapac-ethyl and uniconazole;

N) herbicides

• Acetamides: acetochlor, alachlor, butachlor, dimethachlor, dimethenamid, flufenacet, mefenacet, metolachlor, metazachlor, napropamide, naproanilide, pethoxamide, pretilachlor, propachlor, thenylchloride,
• Amino acid analogues: bilanafos, glyphosate, glufosinate, sulfosate;
• Aryloxyphenoxypropionates: clodinafop, cyhalofopbutyl, fenoxaprop, fluazifop, haloxyfop, metamifop, propaquizafop, quizalofop, quizalofop-P-tefuryl;
• Bipyridyls: diquat, paraquat;
• Carbamates and thiocarbamates: asulam, butylates, carbamides, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinates, orbencarb, phenmedipham, prosulfocarb, pyributicarb, thiobencarb, triallates;
• - cyclohexanediones: butroxydim, clethodim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim;
• - Dinitroanilines: Benfluralin, Ethalfluralin, Oryzalin, Pendimethalin, Prodiamine, Trifluralin;
• Diphenyl ether: acifluorfen, aclonifen, bifenox, diclofop, ethoxyfen, fomesafen, lactofen, oxyfluorfen;
• Hydroxybenzonitriles: bromoxynil, dichlobenil, ioxynil;
• Imidazolinones: imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr,
• Phenoxyacetic acids: clomeprop, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, mecoprop;
• - Pyrazines: Chloridazon, Flufenpyr-ethyl, Fluthiacet, Norflurazon, Pyridate;
• Pyridines: aminopyralid, clopyralid, diflufenican, dithiopyr, fluridone, fluroxypyr, picloram, picolinafen, thiazopyr;
• - sulfonylureas: amidosulfuron, azimsulfuron, bensulfuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron, mesosulfuron, metsulfuron-methyl, nicosulfuron, oxasulfuron, primisulfuron, prosulfuron, pyrazosulfuron , Rimsulfuron, sulfometuron, sulfosulfuron, thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron, 1 - ((2-chloro-6-propyl-imidazo [1,2-b] pyridazin-3-yl) sulfonyl) -3- (4,6-dimethoxy-pyrimidin-2-yl) urea;
• Triazines: ametryn, atrazine, cyanazine, dimethametryn, ethiozine, hexazinone, metamitron, metribuzin, prometryn, simazine, terbuthylazine, terbutryn, triaziflam;
• Ureas: chlorotoluron, daimuron, diuron, fluometuron, isoproturon, linuron, methabenzthiazuron, tebuthiuron;
• Other inhibitors of acetolactate synthase: Bispyribac-Natnium, Cloransulam-Methyl, Diclosulam, Florasulam, Flucarbazone, Flumetsulam, Metosulam, Orthosulfamuron, Penoxsulam, Propoxycarbazone, Pyribambenz-Propyl, Pyribenzoxim, Pyriftalid, Pyriminobac-methyl, Pyrimisulfan, Pyrithiobac, Pyroxasulfone, Pyroxsulam;
• - Other: Amicarbazone, Aminotriazole, Anilofos, Beflubutamide, Benazoline, Bencarbazon, Benfluresat, Benzofenap, Bentazone, Benzobicyclone, Bromacil, Bromobutide, Butafenacil, Butamifos, Cafenstrole, Carfentrazone, Cinidone-Ethlyl, Chlorthal, Cinmethylin, Clomazone, Cumyluron, Cyprosulfamide, Dicamba , Difenzoquat, diflufenzopyr, Drechslera monoceras, endothal, ethofumesate, etobenzanide, fentrazamide, flumiclorac-pentyl, flumioxazine, flupoxam, fluorochloridone, flurtamone, indanofan, isoxaben, isoxaflutole, lenacil, propanil, propyzamide, quinclorac, quinmerac, mesotrione, methylarsenoic acid, naptalam. Oxadiargyl, Oxadiazone, Oxaziclomefon, Pentoxazone, Pinoxaden, Pyradonil, Pyraflufen-Ethyl, Pyrasulfotol, Pyrazoxyfen, Pyrazolynat, Quinoclamin, Saflufenacil, Sulcotrione, Sulfentrazone, Terbacil, Tefuryltrione, Tembotrione, Thiencarbazone, Topramezone, 4-Hydroxy-3- [2- ( 2-methoxy-ethoxymethyl) -6-trifluoromethyl-pyridine-3-carbonyl] -bicyclo [3.2.1] oct-3-en-2-one, (3- [2-chloro-4-fluoro-5- (3 methyl-2,6-dioxo-4-trifluoroacetic methyl-3,6-dihydro-2H-pyrimidin-1-yl) -phenoxy] -pyridin-2-yloxy) -acetic acid ethyl ester, 6-amino-5-chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid methyl ester, 6-chloro -3- (2-cyclopropyl-6-methyl-phenoxy) -pyridazin-4-ol, 4-amino-3-chloro-6- (4-chloro-phenyl) -5-fluoro-pyridine-2-carboxylic acid, 4 Amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxy-phenyl) -pyridine-2-carboxylic acid methyl ester and 4-amino-3-chloro-6- (4-chloro-3-dimethylamino-2 -fluoro-phenyl) -pyridin-2-carboxylsäuremethylester

O) insecticides

• Organo (thio) phosphates: acephate, azamethiphos, azinphos-methyl, chlorpyrifos, chlorpyrifos-methyl, chlorfenvinphos, diazinon, dichlorvos, dicrotophos, dimethoate, disulphoton, ethion, fenitrothion, fenthione, isoxathione, malathion, methamidophos, methidathion, methyl parathion , Mevinphos, monocrotophos, oxydemeton-methyl, paraoxon, parathion, phenthoate, phosalone, phosmet, phosphamidone, phorates, phoxim, pirimiphos-methyl, profenofos, prothiofos, sulprophos, tetrachlorvinphos, terbufos, triazophos, trichlorfon;
• Carbamates: alanycarb, aldicarb, bendiocarb, benfuracarb, carbaryl, carbofuran, carbosulfan, fenoxycarb, furathiocarb, methiocarb, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb, triazamates;
• Pyrethroids: allethrin, bifenthrin, cyfluthrin, cyhalothrin, cyphenothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, zeta-cypermethrin, deltamethrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, imiprothrin, lambda-cyhalothrin, permethrin, prallethrin, pyrethrin I and II, resmethrin, silafluofen, tau-fluvalinate, tefluthrin, tetramethrin, tralomethrin, transtluthrin, profluthrin, dimefluthrin,
• Insect growth inhibitors: a) chitin synthesis inhibitors: benzoylureas: chlorofluorazuron, cyramazine, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, teflubenzuron, triflumuron; Buprofezin, diofenolan, hexythiazox, etoxazole, clofentazine; b) ecdysone antagonists: halofenozide, methoxyfenozide, tebufenozide, azadirachtin; c) Juvenoids: Pyriproxyfen, Methoprene, Fenoxycarb; d) lipid biosynthesis inhibitors: spirodiclofen, spiromesifen, seirotetramat;
• Nicotine receptor agonists / antagonists: clothianidin, dinotefuran, imidadopride, thiamethoxam, nitenpyram, acetamiprid, thiacloprid, 1- (2-chlorothiazol-5-yl-methyl) -2-nitrimino-3,5-dimethyl- [1, 3,5] triazinane;
• GABA antagonists: endosulfan, ethiprole, fipronil, vaniliprole, pyrafluprole, pyriprole, 5-amino-1- (2,6-dichloro-4-methylphenyl) -4-sulfinamoyl-1H-pyrazole-3-thiocarbamic acid amide ;
• Macrocyclic lactones: Abamectin, Emamectin, Milbemectin, Lepimectin, Spinosad, Spinetoram;
• - mitochondrial electron transport chain inhibitor (METI) I acaricides: Fenazaquin, Pyridaben, Tebufenpyrad, Tolfenpyrad, Flufenerim;
• - METI II and III substances: Acequinocyl, Fluacyprim, Hydramethylnon;
• - decoupler: chlorfenapyr;
• - oxidative phosphorylation inhibitors: cyhexatin, diafenthiuron, fenbutatin oxide, propargite;
• Inhibitors of the sloughing of insects: Cryomazine;
• Inhibitors of mixed function oxidases: piperonyl butoxide;
• Sodium channel blocker: indoxacarb, metaflumizone;
• - Other: Benclothiaz, Bifenazate, Cartap, Flonicamid, Pyridalyl, Pymetrozine, Sulfur, Thiocyclam, Flubendiamid, Chlorantraniliprole, Cyazypyr (HGW86); Cyenopyrafen, Flupyrazofos, Cyflumetofen, Amidoflumet, Imicyafos, Bistrifluron and Pyrifluquinazone.

The present invention thus relates in particular also to fungicidal compositions which comprise the compound (I) and the compound (II) and at least one further crop protection active ingredient, in particular at least one fungicidal active ingredient, eg. B. one or more, z. B. 1 or 2 active ingredients of the aforementioned groups A) to L) and optionally one or more agriculturally suitable carriers. With regard to a reduction of the application rates, these mixtures are of interest, since many with reduced total amount of active ingredients shown an improved activity against harmful fungi, especially for certain indications show. By simultaneous joint or separate application of the binary compositions with at least one active substance of groups A) to O), the fungicidal activity can be increased to a superadditive extent.

Common application within the meaning of this application means that the binary composition containing the Verbidnung (I) and Verbidnung (II) and at least one other active ingredient at the same time at the site of action (ie the attacking plant-damaging fungi and their habitat such as infested plants, plant propagation materials, insebesondere seed Soil, materials or spaces, as well as the plants to be protected against fungal infestation, plant propagation materials, in particular seeds, soil, materials or spaces) in an amount sufficient to effectively control fungal growth. This can be achieved by simultaneously applying the binary composition and at least one further active ingredient together in a common material preparation or in at least two separate active ingredient preparations or by applying the active ingredients one after the other at the site of action, wherein the time interval of the individual drug applications is selected such that that the first applied active ingredient at the time of application of / the other drug / substances in sufficient amount is present at the site of action. The time sequence of the application of the active ingredients is of minor importance.

In ternary mixtures, ie compositions according to the invention, the compound (I) and compound (II) and a further active ingredient, for. As an active ingredient from groups A) to O), the weight ratio of compound (I) to compound (II) is preferably in the range of 1:50 to 50: 1 and in particular in the range of 1:10 to 10: 1 , The weight ratio of compound (I) to the further active ingredient is preferably in the range from 1:50 to 50: 1, in particular in the range from 1:10 to 10: 1. The weight ratio of compound (II) to the further active ingredient is preferably in the range from 1:50 to 50: 1, in particular in the range from 1:10 to 10: 1.

The components of the composition according to the invention can be mixed individually or already mixed or packaged as parts according to the kit principle (part of kit) and reused.

In one embodiment of the invention, the kits (kits) may contain one or more, even all, components that can be used to prepare an agrochemical composition of the invention. For example, these kits may contain one or more fungicidal component (s) and / or an adjuvant component and / or an insecticidal component and / or a growth regulator component and / or a herbicide. One or more components may be combined or pre-formulated. In embodiments where more than two components are provided in a kit, the components may be combined together and packaged in a single container such as a vessel, bottle, can, bag, sack or canister. In other embodiments, two or more components of a kit may be packaged separately, i. H. not pre-formulated or mixed. Kits may contain one or more separate containers such as containers, bottles, cans, bags, sacks or canisters, each container containing a separate component of the agrochemical composition. The components of the composition according to the invention can be mixed individually or already mixed or packaged as "kit of parts" and reused. In both forms, one component can be used separately or together with the other components or as part of a kit of parts according to the invention for the preparation of the mixture according to the invention.

The user usually uses the composition according to the invention for use in a pre-metering device, in the back splash, in the spray tank or in the spray plane. In this case, the agrochemical composition with water and / or buffer is brought to the desired application concentration, optionally further adjuvants are added, and thus the ready-spray mixture or the agrochemical composition according to the invention is obtained. Usually, 50 to 500 liters of ready-spray mixture per hectare of agricultural land, preferably 100 to 400 liters.

In one embodiment, the user may include individual components such as B. parts of a kit or a two or three-mixture of the composition of the invention itself in the spray tank and optionally add further auxiliaries (tank mix).

In a further embodiment, the user can mix both individual components of the composition according to the invention and partially premixed components, for example components containing the binary composition and / or active compounds from groups A) to O), in the spray tank and optionally add further auxiliaries (tank mix).

In a further embodiment, the user can use both individual components of the composition according to the invention and partially premixed components, for example components containing the binary composition and / or active compounds from groups A) to O), together (for example as a tank mix) or in succession ,

Preference is given to compositions containing as further active ingredient at least one active compound from group A) (component 2) and especially selected from azoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl, orysastrobin, picoxystrobin, pyraclostrobin, trifloxystrobin; Famoxadone, fenamidone; Bixafen, Boscalid, Fluopyram, Fluxapyroxad, Isopyrazam, Penflufen, Penthiopyrad, Sedaxane; Ametoctradin, cyazofamide, fluazinam, fentin salts such as fentin acetate.

Also preferred are compositions comprising as further active ingredient at least one active ingredient selected from group B) (component 2) and especially selected from cyproconazole, difenoconazole, epoxiconazole, fluquinconazole, flusilazole, flutriafol, metconazole, mydobutanil, penconazole, propiconazole, prothioconazole, triadimefon, triadimenol , Tebuconazole, tetraconazole, triticonazole, prochloraz, fenarimol, triforine; Dodemorph, fenpropimorph, tridemorph, fenpropidin, spiroxamine; Fenhexamid.

Also preferred are compositions comprising as further active ingredient at least one active ingredient selected from the group C) (component 2) and especially selected from metalaxyl, (Metalaxyl-M) mefenoxam, Ofurace.

Also preferred are compositions containing as further active ingredient at least one active ingredient selected from group D) (component 2) and especially selected from benomyl, carbendazim, thiophanate-methyl, ethaboxam, fluopicolide, zoxamide, metrafenone, pyriofenone.

Also preferred are compositions comprising as further active ingredient at least one active ingredient selected from the group E) (component 2) and especially selected from cyprodinil, mepanipyrim, pyrimethanil.

Also preferred are compositions comprising as further active ingredient at least one active ingredient selected from influenza F) (component 2) and especially selected from iprodione, fludioxonil, vinclozolin, quinoxyfen.

Also preferred are compositions comprising as further active ingredient at least one active ingredient selected from the group G) (component 2) and especially selected from dimethomorph, flumorph, iprovalicarb, benthiavalicarb, mandipropamide, propamocarb.

Also preferred are compositions containing as further active ingredient at least one active ingredient selected from the group H) (component 2) and especially selected from copper acetate, copper hydroxide, copper oxychloride, copper sulfate, sulfur, Mancozeb, Metiram, Propineb, thiram, captafol, follow, chlorothalonil, Dichlofluanid , Dithianon.

Also preferred are compositions comprising as further active ingredient at least one active ingredient selected from group I) (component 2) and especially selected from carpropamide and fenoxanil.

Also preferred are compositions containing as further active ingredient at least one active ingredient selected from the group J) (component 2) and especially selected from Acibenzolar-S-methyl, Probenazol, Tiadinil, Fosetyl, Fosetyl-aluminum, H ₃ PO ₃ and their salts.

Also preferred are compositions containing, as further active ingredient, at least one active ingredient selected from the group K) (component 2) and especially selected from cymoxanil, proquinazide and N-methyl-2- {1 - [(5-methyl-3-trifluoromethyl-1H- pyrazol-1-yl) -acetyl] -piperidin-4-yl) -N - [(1R) -1,2,3,4-tetrahydronaphthalen-1-yl] -4-thiazolecarboxamide.

Also preferred are compositions containing as further active ingredient at least one active ingredient selected from the group L) (component 2) and especially selected from Bacillus subtilis strain NRRL no. B-21661, Bacillus pumilus strain NRRL no. B-30087 and Ulocladium oudemansii.

Accordingly, the present invention further relates to compositions with a further active ingredient (component 3), the latter selected from the lines B-1 to B-350 in the column "component 3" of Table B.

A wertere embodiment of the invention relates to the compositions listed in Table B compositions B-1 to B-350, wherein in each case one row of Table B corresponds to an agrochemical composition comprising the compound (I) and the compound (II) (components 1) and 2)) and the further active ingredient in each case from the groups A) to O) (component 3). The active ingredients in the described compositions are each preferably present in synergistically effective amounts. Table B: Active ingredient composition comprising the compound (I) and the compound (II) and a further active compound from the groups A) to O) row Component 1 and 2 Component 3 B-1 Compound (I) and (II) azoxystrobin B-2 Compound (I) and (II) Coumethoxystrobin B-3 Compound (I) and (II) Coumoxystrobin B-4 Compound (I) and (II) dimoxystrobin B-5 Compound (I) and (II) enestroburin B-6 Compound (I) and (II) Fenaminstrobin B-7 Compound (I) and (II) Fenoxystrobin / Flufenoxystrobin B-8 Compound (I) and (II) fluoxastrobin B-9 Compound (I) and (II) Kresoxim-methyl B-10 Compound (I) and (II) metominostrobin B-11 Compound (I) and (II) orysastrobin B-12 Compound (I) and (II) picoxystrobin B-13 Compound (I) and (II) Pyradostrobin B-14 Compound (I) and (II) Pyrametostrobin B-15 Compound (I) and (II) Pyraoxystrobin B-16 Compound (I) and (II) pyribencarb B-17 Compound (I) and (II) Tridopyricarb / Chlorodincarb B-18 Compound (I) and (II) trifloxystrobin B-19 Compound (I) and (II) 2- [2- (2,5-dimethylphenyl-oxymethyl) -phenyl] -3-methoxy-methyl acrylate B-20 Compound (I) and (II) 2- (2- (3- (2,6-dichlorophenyl) -1-methyl-allylidenaminooxymethyl) phenyl) -2-methoxyimino-N-methylacetamide B-21 Compound (I) and (II) benalaxyl B-22 Compound (I) and (II) Benalaxyl-M B-23 Compound (I) and (II) Benodanil B-24 Compound (I) and (II) bixafen B-25 Compound (I) and (II) boscalid B-26 Compound (I) and (II) carboxin B-27 Compound (I) and (II) fenfuram B-28 Compound (I) and (II) fenhexamid B-29 Compound (I) and (II) flutolanil B-30 Compound (I) and (II) fluxapyroxad B-31 Compound (I) and (II) furametpyr B-32 Compound (I) and (II) isopyrazam B-33 Compound (I) and (II) isotianil B-34 Compound (I) and (II) Kiralaxyl B-35 Compound (I) and (II) mepronil B-36 Compound (I) and (II) metalaxyl B-37 Compound (I) and (II) Metalaxyl-M B-38 Compound (I) and (II) ofurace B-39 Compound (I) and (II) oxadixyl B-40 Compound (I) and (II) oxycarboxin B-41 Compound (I) and (II) penflufen B-42 Compound (I) and (II) penthiopyrad B-43 Compound (I) and (II) sedaxane B-44 Compound (I) and (II) tecloftalam B-45 Compound (I) and (II) thifluzamide B-46 Compound (I) and (II) tiadinil B-47 Compound (I) and (II) 2-amino-4-methyl-thiazol-5-carboxanilide B-48 Compound (I) and (II) N- (4'-Trifluormethylthiobiphenyl-2-yl) -3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide B-49 Compound (I) and (II) N- (2- (1,3,3-trimethyl-butyl) -phenyl) -1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide B-50 Compound (I) and (II) dimethomorph B-51 Compound (I) and (II) flumorph B-52 Compound (I) and (II) Pyrimorph B-53 Compound (I) and (II) flumetover B-54 Compound (I) and (II) fluopicolide B-55 Compound (I) and (II) fluopyram B-56 Compound (I) and (II) zoxamide B-57 Compound (I) and (II) carpropamid B-58 Compound (I) and (II) Didocymet B-59 Compound (I) and (II) mandipropamid B-60 Compound (I) and (II) oxytetracycline B-61 Compound (I) and (II) silthiofam B-62 Compound (I) and (II) N- (6-methoxy-pyridin-3-yl) cyclopropane-carboxamide B-63 Compound (I) and (II) azaconazole B-64 Compound (I) and (II) bitertanol B-65 Compound (I) and (II) bromuconazole B-66 Compound (I) and (II) cyproconazole B-67 Compound (I) and (II) Difenodonazol B-68 Compound (I) and (II) diniconazole B-69 Compound (I) and (II) Diniconazole-M B-70 Compound (I) and (II) epoxiconazole B-71 Compound (I) and (II) fenbuconazole B-72 Compound (I) and (II) Fluqainconazol B-73 Compound (I) and (II) flusilazole B-74 Compound (I) and (II) flutriafol B-75 Compound (I) and (II) hexaconazole B-76 Compound (I) and (II) imibenconazole B-77 Compound (I) and (II) ipconazole B-78 Compound (I) and (II) metconazole B-79 Compound (I) and (II) myclobutanil B-80 Compound (I) and (II) oxpoconazole B-81 Compound (I) and (II) paclobutrazol B-82 Compound (I) and (II) penconazole B-83 Compound (I) and (II) propiconazole B-84 Compound (I) and (II) prothioconazole B-85 Compound (I) and (II) simeconazole B-86 Compound (I) and (II) tebuconazole B-87 Compound (I) and (II) tetraconazole B-88 Compound (I) and (II) triadimefon B-89 Compound (I) and (II) triadimenol B-90 Compound (I) and (II) triticonazole B-91 Compound (I) and (II) uniconazole B-92 Compound (I) and (II) cyazofamid B-93 Compound (I) and (II) imazalil B-94 Compound (I) and (II) Imazalilsulfat B-95 Compound (I) and (II) pefurazoate B-96 Compound (I) and (II) prochloraz B-97 Compound (I) and (II) triflumizole B-98 Compound (I) and (II) benomyl B-99 Compound (I) and (II) carbendazim B-100 Compound (I) and (II) fuberidazole B-101 Compound (I) and (II) thiabendazole B-102 Compound (I) and (II) ethaboxam B-103 Compound (I) and (II) etridiazole B-104 Compound (I) and (II) hymexazol B-105 Compound (I) and (II) 2- (4-chloro-phenyl) -N- [4- (3,4-dimethoxy-phenyl) -isoxazole-5-yl] -2-prop-2-inyloxyacetamid B-106 Compound (I) and (II) fluazinam B-107 Compound (I) and (II) pyrifenox B-108 Compound (I) and (II) 3- [5- (4-Chloro-phenyl) -2,3-dimethyl-isoxazolidin-3-yl] -pyridine (pyrisoxazole) B-109 Compound (I) and (II) 3- [5- (4-methyl-phenyl) -2,3-dimethyl-isoxazolidin-3-yl-pyridine B-110 Compound (I) and (II) 3,4,5-trichloro-pyridine-2,6-dicarbonitrile B-111 Compound (I) and (II) bupirimate B-112 Compound (I) and (II) cyprodinil B-113 Compound (I) and (II) diflumetorim B-114 Compound (I) and (II) fenarimol B-115 Compound (I) and (II) Ferimzone B-116 Compound (I) and (II) mepanipyrim B-117 Compound (I) and (II) nitrapyrin B-118 Compound (I) and (II) nuarimol B-119 Compound (I) and (II) pyrimethanil B-120 Compound (I) and (II) triforine B-121 Compound (I) and (II) fenpiclonil B-122 Compound (I) and (II) fludioxonil B-123 Compound (I) and (II) aldimorph B-124 Compound (I) and (II) dodemorph B-125 Compound (I) and (II) Dodemorphacetat B-126 Compound (I) and (II) fenpropimorph B-127 Compound (I) and (II) tridemorph B-128 Compound (I) and (II) fenpropidin B-129 Compound (I) and (II) fluoroimide B-130 Compound (I) and (II) iprodione B-131 Compound (I) and (II) procymidone B-132 Compound (I) and (II) vinclozolin B-133 Compound (I) and (II) famoxadone B-134 Compound (I) and (II) fenamidone B-135 Compound (I) and (II) flutianil B-136 Compound (I) and (II) octhilinone B-137 Compound (I) and (II) probenazole B-138 Compound (I) and (II) fenpyrazamine B-139 Compound (I) and (II) Acibenzolar-S-methyl B-140 Compound (I) and (II) amisulbrom B-141 Compound (I) and (II) anilazine B-142 Compound (I) and (II) Blasticidin S B-143 Compound (I) and (II) captafol B-144 Compound (I) and (II) captan B-145 Compound (I) and (II) chinomethionat B-146 Compound (I) and (II) dazomet B-147 Compound (I) and (II) debacarb B-148 Compound (I) and (II) diclomezine B-149 Compound (I) and (II) difenzoquat B-150 Compound (I) and (II) Difenzoquat methylsulfate B-151 Compound (I) and (II) fenoxanil B-152 Compound (I) and (II) folpet B-153 Compound (I) and (II) oxolinic B-154 Compound (I) and (II) piperalin B-155 Compound (I) and (II) proquinazid B-156 Compound (I) and (II) pyroquilon B-157 Compound (I) and (II) quinoxyfen B-158 Compound (I) and (II) triazoxide B-159 Compound (I) and (II) tricyclazole B-160 Compound (I) and (II) 2-butoxy-6-iodo-3-propyl-chromen-4-one B-161 Compound (I) and (II) 5-chloro-1- (4,6-dimethoxy-pyrimidin-2-yl) -2-methyl-1H-benzoimidazole B-162 Compound (I) and (II) 5-chloro-7- (4-methyl-piperidin-1-yl) -6- (2,4,6-trifluoro-phenyl) - [1,2,4] triazolo [1,5-a] pyrimidine B-163 Compound (I) and (II) ferbam B-164 Compound (I) and (II) mancozeb B-165 Compound (I) and (II) maneb B-166 Compound (I) and (II) metam B-167 Compound (I) and (II) Methasulphocarb B-168 Compound (I) and (II) metiram B-169 Compound (I) and (II) propineb B-170 Compound (I) and (II) thiram B-171 Compound (I) and (II) Zineb B-172 Compound (I) and (II) ziram B-173 Compound (I) and (II) diethofencarb B-174 Compound (I) and (II) benthiavalicarb B-175 Compound (I) and (II) iprovalicarb B-176 Compound (I) and (II) propamocarb B-177 Compound (I) and (II) propamocarb hydrochloride B-178 Compound (I) and (II) valiphenal B-179 Compound (I) and (II) N- (1- (1- (4-cyanophenyl) ethanesulfonyl) -but-2-yl) carbamate (4-fluorophenyl) ester B-180 Compound (I) and (II) Dodin B-181 Compound (I) and (II) Dodin free base B-182 Compound (I) and (II) guazatine B-183 Compound (I) and (II) Guazatinacetat B-184 Compound (I) and (II) iminoctadine B-185 Compound (I) and (II) iminoctadine triacetate B-186 Compound (I) and (II) Iminoctadine tris (albesilate) B-187 Compound (I) and (II) kasugamycin B-188 Compound (I) and (II) Kasugamycin hydrochloride hydrate B-189 Compound (I) and (II) polyoxin B-190 Compound (I) and (II) streptomycin B-191 Compound (I) and (II) Validamycin A B-192 Compound (I) and (II) binapacryl B-193 Compound (I) and (II) dicloran B-194 Compound (I) and (II) dinobuton B-195 Compound (I) and (II) dinocap B-196 Compound (I) and (II) Nitro Thal-isopropyl B-197 Compound (I) and (II) tecnazene B-198 Compound (I) and (II) Fentin salts B-199 Compound (I) and (II) dithianon B-200 Compound (I) and (II) isoprothiolane B-201 Compound (I) and (II) edifenphos B-202 Compound (I) and (II) Fosetyl, Fosetyl-Aluminum B-203 Compound (I) and (II) iprobenfos B-204 Compound (I) and (II) Phosphoric acid and derivatives B-205 Compound (I) and (II) Pyrazohos B-206 Compound (I) and (II) Tolclofos-methyl B-207 Compound (I) and (II) chlorothalonil B-208 Compound (I) and (II) dichlofluanid B-209 Compound (I) and (II) dichlorphen B-210 Compound (I) and (II) flusulfamide B-211 Compound (I) and (II) hexachlorobenzene B-212 Compound (I) and (II) pencycuron B-213 Compound (I) and (II) Pentachlorophenol and salts B-214 Compound (I) and (II) phthalide B-215 Compound (I) and (II) quintozene B-216 Compound (I) and (II) Thiophanate-methyl B-217 Compound (I) and (II) tolylfluanid B-218 Compound (I) and (II) N- (4-chloro-2-nitrophenyl) -N-ethyl-4-methylbenzenesulfonamide B-219 Compound (I) and (II) Bordeaux mixture B-220 Compound (I) and (II) copper acetate B-221 Compound (I) and (II) copper hydroxide B-222 Compound (I) and (II) copper oxychloride B-223 Compound (I) and (II) basic copper sulphate B-224 Compound (I) and (II) sulfur B-225 Compound (I) and (II) biphenyl B-226 Compound (I) and (II) bronopol B-227 Compound (I) and (II) cyflufenamid B-228 Compound (I) and (II) cymoxanil B-229 Compound (I) and (II) diphenylamine B-230 Compound (I) and (II) metrafenone B-231 Compound (I) and (II) Pyriofenon B-232 Compound (I) and (II) mildiomycin B-233 Compound (I) and (II) Oxine-copper B-234 Compound (I) and (II) Prohexadione-calcium B-235 Compound (I) and (II) spiroxamine B-236 Compound (I) and (II) tolylfluanid B-237 Compound (I) and (II) N- (Cyclopropylmethoxyimino- (6-difluoromethoxy-2,3-difluorophenyl) methyl) -2-phenylacetamide B-238 Compound (I) and (II) N '- (4- (4-chloro-3-trifluoromethylphenoxy) -2,5-dimethyl-phenyl} -N-ethyl-N-methyl formamidine B-239 Compound (I) and (II) N '- (4- (4-fluoro-3-trifluoromethyl-phenoxy) -2,5-dimethylphenyl) -N-ethyl-N-methyl formamidine B-240 Compound (I) and (II) N '- (2-methyl-5-trifluoromethyl-4- (3-tri-methylsilanylpropoxy) phenyl) -N-ethyl-N-methyl formamidine B-241 Compound (I) and (II) N '- (5-difluoromethyl-2-methyl-4- (3-trimethylsilanylpropoxy) phenyl) -N-ethyl-N-methytformamidin B-242 Compound (I) and (II) 2- {1- [2- (5-methyl-3-trifluoromethyl-pyrazol-1-yl) -acetyl] -piperidin-4-yl} -thiazole-4-carboxylic acid-methyl- (1,2,3,4 tetrahydronaphthalene-1-yl-amide B-243 Compound (I) and (II) 2- {1- [2- (5-methyl-3-trifluoromethyl-pyrazol-1-yl) acetyl] piperidin-4-yl} thiazole-4-carboxylic acid methyl- (R) -1,2,3, 4-tetrahydronaphthalen-1-yl-amide B-244 Compound (I) and (II) 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-3-isoxazolun-2-thiazolyl] -1-piperidinyl] -2- [5-methyl-3- (trifluoromethyl ) -1H-pyrazol-1-yl] ethanone B-245 Compound (I) and (II) Acetic acid-6-tert-butyl-8-fluoro-2,3-dimethyl-quinolin-4-yl ester B-246 Compound (I) and (II Methoxy-acetic acid 6-tert-butyl-8-fluoro-2,3-diemethyl-quinolin-4-yl ester B-247 Compound (I) and (II) N-methyl-2- {1 - [(5-methyl-3-trifluoromethyl-1H-pyrazol-1-yl) -acetyl] -piperidin-4-yl} -N - [(1R) -1,2,3 , 4-tetrahydronaphthalen-1-yl] -4-thiazolecarboxamide B-248 Compound (I) and (II) Bacillus subtilis strain NRRL no. B-21661 B-249 Compound (I) and (II) Bacillus pumilus strain NRRL no. B-30087 B-250 Compound (I) and (II) Ulocladium oudemansii B-251 Compound (I) and (II) carbaryl B-252 Compound (I) and (II) carbofuran B-253 Compound (I) and (II) carbosulfan B-254 Compound (I) and (II) Methomylthiodicarb B-255 Compound (I) and (II) bifenthrin B-256 Compound (I) and (II) cyfluthrin B-257 Compound (I) and (II) cypermethrin B-258 Compound (I) and (II) alpha-cypermethrin B-259 Compound (I) and (II) zeta-cypermethrin B-260 Compound (I) and (II) deltamethrin B-261 Compound (I) and (II) esfenvalerate B-262 Compound (I) and (II) Lambda-cyhalothrin B-263 Compound (I) and (II) permethrin B-264 Compound (I) and (II) tefluthrin B-265 Compound (I) and (II) diflubenzuron B-266 Compound (I) and (II) flufenoxuron B-267 Compound (I) and (II) lufenuron B-268 Compound (I) and (II) teflubenzuron B-269 Compound (I) and (II) spirotetramate B-270 Compound (I) and (II) clothianidin B-271 Compound (I) and (II) dinotefuran B-272 Association (I) and (II) Imidadoprid B-273 Compound (I) and (II) thiamethoxam B-274 Compound (I) and (II) acetamiprid B-275 Compound (I) and (II) thiacloprid B-276 Compound (I) and (II) endosulfan B-277 Compound (I) and (II) fipronil B-278 Compound (I) and (II) abamectin B-279 Compound (I) and (II) emamectin B-280 Compound (I) and (II) spinosad B-281 Compound (I) and (II) spinetoram B-282 Compound (I) and (II) hydramethylnon B-283 Compound (I) and (II) chlorfenapyr B-284 Compound (I) and (II) Fenbutatin oxide B-285 Compound (I) and (II) indoxacarb B-286 Compound (I) and (II) metaflumizone B-287 Compound (I) and (II) flonicamid B-288 Compound (I) and (II) Lubendiamid B-289 Compound (I) and (II) chlorantraniliprole B-290 Compound (I) and (II) Cyazypyr (HGW86) B-291 Compound (I) and (II) Cyflumetofen B-292 Compound (I) and (II) acetochlor 293 B- Compound (I) and (II) dimethenamid B-294 Compound (I) and (II) metolachlor B-295 Compound (I) and (II) metazachlor B-296 Compound (I) and (II) glyphosate B-297 Compound (I) and (II) glufosinate B-298 Compound (I) and (II) sulfosate B-299 Compound (I) and (II) clodinafop B-300 Compound (I) and (II) fenoxaprop B-301 Compound (I) and (II) Atrazine B-302 Compound (I) and (II) haloxyfop B-303 Compound (I) and (II) paraquat B-304 Compound (I) and (II) phenmedipham B-305 Compound (I) and (II) clethodim B-306 Compound (I) and (II) cycloxydim B-307 Compound (I) and (II) profoxydim B-308 Compound (I) and (II) sethoxydim B-309 Compound (I) and (II) tepraloxydim B-310 Compound (I) and (II) pendimethalin B-311 Compound (I) and (II) Prodi amines B-312 Compound (I) and (II) trifluralin B-313 Compound (I) and (II) acifluorfen B-314 Compound (I) and (II) bromoxynil B-315 Compound (I) and (II) imazamethabenz B-316 Compound (I) and (II) imazamox B-317 Compound (I) and (II) imazapic B-318 Compound (I) and (II) imazapyr B-319 Compound (I) and (II) imazaquin B-320 Compound (I) and (II) imazethapyr B-321 Compound (I) and (II) 2,4-dichlorophenoxyacetic acid (2,4-D) B-322 Compound (I) and (II) chloridazon B-323 Compound (I) and (II) clopyralid B-324 Compound (I) and (II) fluroxypyr B-325 Compound (I) and (II) picloram B-326 Compound (I) and (II) picolinafen B-327 Compound (I) and (II) bensulfuron B-328 Compound (I) and (II) Chlorimuron-ethyl B-329 Compound (I) and (II) cyclosulfamuron B-330 Compound (I) and (II) Iodosutfuron B-331 Compound (I) and (II) mesosulfuron B-332 Compound (I) and (II) Metsulfuron-methyl B-333 Compound (I) and (II) Nicosutfuron B-334 Compound (I) and (II) rimsulfuron B-335 Compound (I) and (II) triflusulfuron B-336 Compound (I) and (II) atrazine B-337 Compound (I) and (II) hexazinone B-338 Compound (I) and (II) diuron B-339 Compound (I) and (II) florasulam B-340 Compound (I) and (II) pyroxasulfone B-341 Compound (I) and (II) bentazone B-342 Compound (I) and (II) Cinidon-ethyl B-343 Compound (I) and (II) cinmethylin B-344 Compound (I) and (II) dicamba B-345 Compound (I) and (II) diflufenzopyr B-346 Compound (I) and (II) quinclorac B-347 Compound (I) and (II) quinmerac B-348 Compound (I) and (II) mesotrione B-349 Compound (I) and (II) saflufenacil B-350 Compound (I) and (II) topramezone

The active ingredients mentioned above as component 3, their preparation and their action against harmful fungi are known (cf. http://www.alanwood.net/pesticides/ ); they are commercially available. The compounds named after IUPAC, their preparation and their fungicidal action are also known (cf. Can. J. Plant Sci. 48 (6), 587-94, 1968 ; EP-A 141 317 ; EP-A 152 031 ; EP A 226 917 ; EP-A 243 970 ; EP A 256 503 ; EP-A 428 941 ; EP-A 532 022 ; EP-A 1 028 125 ; EP-A 1 035 122 ; EP-A 1 201 648 ; EP-A 1 122 244 . JP 2002316902 ; DE 19650197 ; DE 10021412 ; DE 10 2005 009 458 ; US 3,296,272 ; US 3,325,503 ; WO 98/46608 ; WO 99/14187 ; WO 99/24413 ; WO 99/27783 ; WO 00/29404 ; WO 00/46148 ; WO 00/65913 ; WO 01154501 ; WO 01/56358 ; WO 02/22583 ; WO 02/40431 ; WO 03/10149 ; WO 03/11853 ; WO 03/14103 ; WO 03/16286 ; WO 03/53145 ; WO 03/61388 ; WO 03/66609 ; WO 03/74491 ; WO 04/49804 ; WO 05/120234 ; WO 05/123689 ; WO 05/123690 ; WO 05/63721 ; WO 05/87772 ; WO 05/87773 ; WO 06/15866 ; WO 06/87325 ; WO 06/87343 ; WO 07/82098 ; WO 07/90624 ).

The preparation of the compositions for mixtures of active ingredients in a known manner in the form of compositions containing in addition to the active ingredients, a solvent or solid carrier, for. B. in the manner as indicated for compositions of the compounds I.

With regard to the usual ingredients of such compositions, reference is made to the comments on the compositions containing the compounds I.

The compositions for mixtures of active substances are suitable as fungicides for controlling harmful fungi. They are distinguished by outstanding activity against a broad spectrum of phytopathogenic fungi including soil-borne pathogens, which originate in particular from the classes of the Plasmodiophoromycetes, Peronosporomycetes (Syn. Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes (Syn. Fungi imperfecti) , Furthermore, reference is made to the comments on the effectiveness of the compounds I and the compositions containing the compounds I.

The fungicidal activity of the compound and the mixtures can be demonstrated by the following experiments:
The active compounds were prepared separately or together as a stock solution with 0.25% by weight of active ingredient in acetone or DMSO. To this solution was added 1 wt .-% emulsifier Uniperol ^® EL (wetting agent having emulsifying and dispersing action based on ethoxylated alkylphenols) and diluted to the desired concentration with water.

The visually determined values for the percentage of affected leaf areas were converted into efficiencies as% of the untreated control:

α

entspricht dem Pilzbefall der behandelten Pflanzen in % und

β

entspricht dem Pilzbefall der unbehandelten (Kontroll-)Pflanzen in %

The efficiency (W) is calculated according to the formula of Abbot as follows: W = (1-α / β) x 100.

α

corresponds to the fungal infection of the treated plants in% and

β

corresponds to the fungal infection of untreated (control) plants in%

With an efficiency of 0, the infestation of the treated plants corresponds to that of the untreated control plants; at an efficiency of 100, the treated plants have no infestation.

The expected efficiencies for drug combinations were calculated according to the Colby formula ( Colby, SR (Calculating Synergistic and Antagonistic Responses to Herbicidal Combinations, Weeds, 15, pp. 20-22, 1967 ) and compared with the observed efficiencies.

Colby formula:

• E = x + y - x · y / 100

  e

  Expected efficiency, expressed as% of untreated control, when using the mixture of Active Agents A and B at concentrations a and b

  x

  the efficiency, expressed in% of untreated control, when using active substance A at concentration a

  y

  the efficiency expressed as% of untreated control when using active substance B in concentration b

Use Example 1 - Activity against tomato late blight caused by Phytophthora infestans in protective treatment

Leaves of potted tomato plants were sprayed to drip point with an aqueous suspension in the drug concentration below. The following day, the leaves were infected with an aqueous sporangium suspension of Phytophthora infestans. Subsequently, the plants were placed in a water vapor-saturated chamber at temperatures between 18 and 20 ° C. After 6 days, the late blight on the untreated but infected control plants had developed so strongly that the infestation could be determined visually in%.

QUOTES INCLUDE IN THE DESCRIPTION

This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

Cited patent literature

• EP 1852428 A1 [0006]
• WO 2010/025870 [0007]
• WO 1999/062915 [0008]
• US 3060084 [0026]
• EP 707445A [0026]
• WO 91/13546 [0026]
• US 4172714 [0026]
• US 4144050 [0026]
• US 3920442 [0026]
• US 5180587 [0026]
• US 5232701 [0026]
• US 5208030 [0026]
• GB 2095558 [0026]
• US 3299566 [0026]
• EP 141317A [0092]
• EP 152031A [0092]
• EP 226917A [0092]
• EP 243970A [0092]
• EP 256503A [0092]
• EP 428941A [0092]
• EP 532022A [0092]
• EP 1028125 A [0092]
• EP 1035122A [0092]
• EP 1201648A [0092]
• EP 1122244A [0092]
• JP 2002316902 [0092]
• DE 19650197 [0092]
• DE 10021412 [0092]
• DE 102005009458 [0092]
• US 3296272 [0092]
• US 3325503 [0092]
• WO 98/46608 [0092]
• WO 99/14187 [0092]
• WO 99/24413 [0092]
• WO 99/27783 [0092]
• WO 00/29404 [0092]
• WO 00/46148 [0092]
• WO 00/65913 [0092]
• WO01154501 [0092]
• WO 01/56358 [0092]
• WO 02/22583 [0092]
• WO 02/40431 [0092]
• WO 03/10149 [0092]
• WO 03/11853 [0092]
• WO 03/14103 [0092]
• WO 03/16286 [0092]
• WO 03/53145 [0092]
• WO 03/61388 [0092]
• WO 03/66609 [0092]
• WO 03/74491 [0092]
• WO 04/49804 [0092]
• WO 05/120234 [0092]
• WO 05/123689 [0092]
• WO 05/123690 [0092]
• WO 05/63721 [0092]
• WO 05/87772 [0092]
• WO 05/87773 [0092]
• WO 06/15866 [0092]
• WO 06/87325 [0092]
• WO 06/87343 [0092]
• WO 07/82098 [0092]
• WO 07/90624 [0092]

Cited non-patent literature

• http://www.bio.org/speeches/pubs/er/agri_products.asp [0014]
• Browning, "Agglomeration", Chemical Engineering, Dec. 4, 1967, 147-48 [0026]
• Perry's Chemical Engineer's Handbook, 4th ed., McGraw-Rill, New York, 1963, 8-57 and et seq. [0026]
• Klingman: Weed Control as a Science (John Wiley & Sons, New York, 1961) [0026]
• Hance et al .: Weed Control Handbook (8th Ed., Blackwell Scientific Publications, Oxford, 1989). [0026]
• Mollet, H. and Grubemann, A .: Formulation technology (Wiley VCH Verlag, Weinheim, 2001) [0026]
• http://www.alanwood.net/pesticides/ [0092]
• Can. J. Plant Sci. 48 (6), 587-94, 1968 [0092]
• Colby, SR (Calculating Synergistic and Antagonistic Responses to Herbicidal Combinations ", Weeds, 15, pp. 20-22, 1967 [0100]

Claims (7)

A composition containing as active ingredients, 1) the compound (I) 2 ', 4'-dimethoxy-4-cyclopropyl-1,2,3-thiadiazole-5-carboxanilide; and 2) the compound (II) silthiofam; in a synergistically effective amount. The composition according to claim 1, containing the compound (I) and the compound (II) in a weight ratio of 100: 1 to 1: 100. The composition according to claim 1 or 2, additionally containing a further active ingredient (III). The composition according to any one of claims 1 to 3, additionally containing a solvent or a solid carrier. A method for controlling phytopathogenic harmful fungi, which comprises treating the fungi, their habitat or the seed, the soil or the plants to be protected against fungal attack with an effective amount of the compound (I) and the compound (II). A process for the protection of plant propagating materials, which comprises treating the plant propagating materials with an effective amount of the compound (I) and the compound (II). A plant propagating material treated with a composition according to any one of claims 1 to 4 in an amount of 0.01 g to 10 kg per 100 kg of the plant propagating material.